PREPARATION OF HOMOCHIRAL PHENOLIC CROWN-ETHER HAVING CHIRAL SUBUNITSDERIVED FROM (1R,2S)-CIS-1,2,3,4-TETRAHYDRONAPHTHALENE-1,2-DIOL - TEMPERATURE-DEPENDENT ENANTIOSELECTIVITY IN COMPLEXATIONS WITH NEUTRAL AMINES
K. Naemura et al., PREPARATION OF HOMOCHIRAL PHENOLIC CROWN-ETHER HAVING CHIRAL SUBUNITSDERIVED FROM (1R,2S)-CIS-1,2,3,4-TETRAHYDRONAPHTHALENE-1,2-DIOL - TEMPERATURE-DEPENDENT ENANTIOSELECTIVITY IN COMPLEXATIONS WITH NEUTRAL AMINES, Tetrahedron : asymmetry, 8(15), 1997, pp. 2585-2595
Crown ether (S,R,R,S)-1 containing chiral subunits derived from (1R,2S
)-cis-1,2,3,4-tetrahydronaphthalene-1,2-diol and the phenol moiety bea
ring the intra-annular OH group and the 2,4-dinitrophenylazo group at
its para-position have been prepared in enantiomerically pure form. Th
e association constants for the complexes with chiral amines have been
determined at various temperatures by the UV-visible spectroscopic me
thod and thermodynamic parameters of complex formation have been calcu
lated. (C) 1997 Elsevier Science Ltd.